US11326197B2 - Molecularly imprinted polymer-based passive sensor - Google Patents
Molecularly imprinted polymer-based passive sensor Download PDFInfo
- Publication number
- US11326197B2 US11326197B2 US14/065,990 US201314065990A US11326197B2 US 11326197 B2 US11326197 B2 US 11326197B2 US 201314065990 A US201314065990 A US 201314065990A US 11326197 B2 US11326197 B2 US 11326197B2
- Authority
- US
- United States
- Prior art keywords
- target molecule
- molecularly imprinted
- imprinted polymer
- film
- strain sensitive
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active, expires
Links
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/02—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving viable microorganisms
- C12Q1/04—Determining presence or kind of microorganism; Use of selective media for testing antibiotics or bacteriocides; Compositions containing a chemical indicator therefor
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
- G01N33/543—Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals
- G01N33/54366—Apparatus specially adapted for solid-phase testing
- G01N33/54386—Analytical elements
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
- B01J20/264—Synthetic macromolecular compounds derived from different types of monomers, e.g. linear or branched copolymers, block copolymers, graft copolymers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
- B01J20/268—Polymers created by use of a template, e.g. molecularly imprinted polymers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28014—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their form
- B01J20/28033—Membrane, sheet, cloth, pad, lamellar or mat
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3231—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the coating or impregnating layer
- B01J20/3242—Layers with a functional group, e.g. an affinity material, a ligand, a reactant or a complexing group
- B01J20/3268—Macromolecular compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2220/00—Aspects relating to sorbent materials
- B01J2220/50—Aspects relating to the use of sorbent or filter aid materials
- B01J2220/66—Other type of housings or containers not covered by B01J2220/58 - B01J2220/64
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N2600/00—Assays involving molecular imprinted polymers/polymers created around a molecular template
Definitions
- the present invention relates to systems and methods for passive sensors, and, more specifically, to systems and methods for molecularly imprinted polymer-based sensors for detecting target molecules, for example, from microbial sources.
- a molecularly imprinted polymer is a polymer that is formed in the presence of a template or target analyte molecule producing a complementary cavity that is left behind in the MIP when the template is removed.
- the MIP demonstrates affinity for the original template molecule over other related and analogous molecules.
- Microbes are known to release microbial volatile organic compounds (mVOCs) during their growth.
- mVOCs microbial volatile organic compounds
- the grouping of common mVOCs contains approximately nineteen small molecules. While some microbes may release other molecules that are more specific to the microbe, a consensus generally exists for common mVOCs detected in dwellings.
- Embodiments of the present invention solve many of the problems and/or overcome many of the drawbacks and disadvantages of the prior art by providing systems and methods for molecularly imprinted polymer-based sensors.
- This disclosure relates to the field of molecularly imprinted polymers (MIP), and in certain embodiments relates to passive sensors based on MIP films to simultaneously detect mVOCs specifically emitted by growing mold colonies.
- MIP molecularly imprinted polymers
- MIPs disclosed herein may be used for sensing.
- Polymers employed in the production of MIPs disclosed herein are also referred to as polymer hosts.
- Molecules disclosed herein for the production of the cavities in the MIPs are referred to interchangeably as templates, targets, or target molecules.
- Embodiments described herein may provide systems and methods to produce sensors that incorporate a strain sensitive MIP film.
- the methods may involve using the target molecules in the preparation of the MIP films and sensors comprising MIP films.
- the target molecule When the target molecule is removed, it may leave behind a MIP with cavities complementary in shape and functionality to the target molecule, which can rebind, in the cavities, a target identical to the original target molecule.
- Certain non-limiting embodiments of the MIP sensors provided for herein may have strain sensitive elements incorporating thin polydiacetylene (PDA) films prepared by spin-casting or other techniques known in the art.
- Certain non-limiting embodiments of the MIP sensors may be for microbial VOC detection via changes in the color of the MIP upon adsorption of, for example, 2-methylfuran. Other changes may also signal adsorption of target molecules. Significant increases in the strain within these MIP sensor films may occur upon exposure to the microbial VOC vapors against which they were templated.
- the films disclosed herein may be responsive to some other volatile organics, but the response of the films to non-target molecules may be significantly reduced.
- a complete sensor may include a set of MIPs templated to a plurality, such as five or more, different microbial VOC emissions.
- FIG. 1 shows an exemplary, simplified molecularly imprinted polymer solution prior to film deposition according to one embodiment.
- FIG. 2A shows an exemplary test strip for a single microbial volatile organic molecule according to one embodiment.
- FIG. 2B shows an exemplary system with electronic reading of the sensing strips and local alarm plus wireless reporting of the results obtained as in FIG. 2A according to one embodiment.
- FIG. 3 illustrates an exemplary multicomponent test strip according to one embodiment.
- FIG. 4 shows an exemplary device for detecting mold behind a wall according to one embodiment.
- microbial volatile organic compounds mVOCs
- the examples described herein relate to mold detection for illustrative purposes only.
- the systems and methods described herein may be used for many different industries and purposes, including detection of any microbial growth, detection of various volatile organic compounds, detection of other classes of molecules, and/or other industries completely.
- the systems and methods may be used for any industry or purpose where molecularly imprinted polymer-based sensors are needed.
- MIP Molecularly Imprinted Polymer
- Embodiments described herein may provide systems and methods for producing MIPs.
- the polymer of a MIP may contain one or more binding sites for one or more target molecules. Without being bound by any particular theory, it is believed that the target molecule may bind to the binding sites in the polymer layer via physical or chemical forces such as electrostatic interactions, van der Waals forces, ionic bonds or even covalent bonds.
- the polymer layer of the MIP may also be referred to as the polymer host.
- the polymer layer (polymer host) of the MIP may contain a structural polymer component (structural component) and a reporting polymer component (reporting component).
- the structural component of the polymer layer may provide structural support for the polymer layer of the MIP.
- the structural component primarily forms the binding site of the polymer host.
- the reporting component of the polymer host is a strain sensitive polymer that allows for detection of rebinding.
- a change in a physical property associated of the polymer host may indicate the presence of a target molecule in a MIP film.
- the absence of a change may indicate the absence of a target molecule in a MIP film.
- a change in strain of the polymer host may indicate presence of a target molecule.
- the change may be an alteration in any measurable property of the polymer host.
- the change may be a change in color.
- the change may be a change in electrical resistance or conductivity.
- the MIP may be coated onto an electrode and a change in the resistance of the polymer between the adsorbed and desorbed state may be used to detect mVOCs.
- a capacitor may be constructed with the MIP as a dielectric between two electrodes.
- the bottom electrode may be solid, the MIP may be a next layer, and then an electrode may be adjacent the MIP, where the electrode that has one or more gaps that may allow vapor to pass through. Changes in capacitance in the presence and absence of target mVOCs may be measured.
- a film generally refers to a coating of a surface.
- a film may be a thin layer of material that is not coated on another surface.
- An embodiment of a film may be coating of a surface by a polymer or MIP.
- a MIP film may be from about 1 nm to about 100 ⁇ m in thickness.
- the MIP film may be from about 100 nm to about 500 nm in thickness.
- the MIP film may allow the changes in adsorption to influence the strain sensitive layer and report an outcome.
- MIP film sensor functionality may depend upon detecting differences in a property of the MIP film, such as color of the MIP film, as a function of the adsorption of a target molecule.
- MIP film sensors can be tested for their ability to detect mVOCs by using various vapor chambers or otherwise exposing the MIP film sensors disclosed herein to samples of various gases.
- MIP strain sensitive polymers may include, but are not limited to, polydiacetylene (PDA) and similar compounds.
- MIP structural polymers may include, but are not limited to, poly(4-vinylphenol), polyurethane, nylons, poly(4-vinylpyridine), polyvinylpyrrolidinone (PVPy), polyethyleneimine (PEI), polystyrene, and combinations thereof.
- the solvents in which the MIPs have high solubility can include, but are not limited to, alcohols, dimethylformamide, water, formic acid, chloroform, and combinations thereof. It will be appreciated by those skilled in the art that modification of polymers and/or solvents may allow for tuning the process of producing MIPs to the chemistry of a target molecule.
- target molecules may include mVOCs that are emitted during mold growth.
- target molecules may include, but are not limited to, 1,3-octadiene, 1-octen-3-ol, 2-butanol, 2-methylfuran, 3-methylfuran, anisole, and combinations thereof.
- homologous molecules, homologs, of the target molecule can be used instead of the target molecule to produce MIPs that detect the target molecule.
- Homologs of target molecules may include molecules that are similar to the target molecule in various attributes including, but not limited to, size, electrostatic potentials, electronegativity, charge density, chemical bonding potential, and molecules that have similar shapes to the target molecule.
- Homologs may include isomers and stereoisomers of the target molecule.
- MIP films can be regenerated by extracting and/or evaporating target molecules from a MIP film by soaking or washing in a solvent in which the polymer host is insoluble, but the target molecule is soluble.
- the target molecules can be removed from the MIP binding sites through extraction and/or evaporation processes.
- the MIP films may then be washed and dried to allow the solvent and the target molecule to be separated from the MIP films. After extraction and/or evaporation of the target molecule, the MIP films may be ready to detect target molecules again. If the mVOCs of interest are charged, the films may be regenerated by charging or reversing the charge on the MIP film.
- Strain measurements, such as color changes, of embodiments of the sensors presented herein may be indicative of the binding of template molecules. Additional evidence of target molecules being bound in the MIP layer can be obtained through IR spectroscopy and gas chromatographic experiments.
- the morphology of MIP films disclosed herein can be further characterized by scanning electron microscopy.
- MIPs may be made by mixing together a structural component, a reporting component, a target molecule and a first solvent.
- a structural component may be a structural polymer.
- a reporting component may be a reporting polymer.
- the solution of the polymer components, the first solvent, and the target molecule may be a molecularly imprinted polymer solution. The molecularly imprinted polymer solution can then be coated onto a surface and allowed to dry. When the molecularly imprinted polymer solution is drying, the polymers may form the binding sites for the dissolved target molecules as the polymer layer polymerizes around the target molecules.
- the target molecule may be selectively removed from the MIP layer by either evaporation of the target molecule or through extraction with a solvent that selectively dissolves the target molecule, but does not dissolve the polymer host.
- the solvent used in making the MIPs can boil at a lower temperature than the target molecule. This may allow the template to form recognition sites during spin or dip coating. A solvent can then be used to remove the template.
- the solvent should be incompatible with the polymer host to promote precipitation of the MIP.
- the volatile organic molecule or template can be evaporated from the MIP if the solvent has a lower boiling point than the target.
- polydiacetylene may be employed to directly measure the target concentration in concert with a second polymer included in composite materials to improve the porosity of the film.
- polyethyleneimine (PEI) and polyimide resin may increase porosity. PDA may change color from blue to red when it is subjected to increased strain due to, for example, the binding of the target molecule.
- the senor may be a device that simultaneously monitors a plurality of the mVOCs. In certain embodiments, the device may simultaneously any combination of various mVOCs. In a preferred embodiment, the device may simultaneously monitor at least five of the mVOCs. Simultaneous detection may significantly reduce false positive signals.
- the sensor may be read visually.
- the sensor may be coupled to electronics that read the MIPs and report wirelessly to a central facility. Alternatively, the sensor may be incorporated into a portable and/or handheld device for measurement and processing onsite.
- the polymer host and the MIP synthesis for each component may determined by the physical and/or chemical characteristics of the targeted mVOCs. Each MIP within a test strip may be specific to a single target molecule.
- the colorimetric reporting aspect of the sensors may be based on a stress induced polymer color change from blue to red upon reinsertion of the template into the MIP.
- the structural polymer may be based on hydrogen-bonding interactions.
- the structural polymer may include, but is not limited to, poly(4-vinylphenol), polyurethane, nylons, poly(4-vinylpyridine), polyvinylpyrrolidinone, polyethyleneimine, polystyrene, and combinations thereof. Other structural polymers may be used.
- MIP production is typically, but not limited to, a ratio of approximately 1 g of structural polymer dissolved in approximately 10 mL of solvent with approximately 0.3 g of the target molecule.
- Target molecule can range from about 1 to about 10%, preferably in the range from about 3 to about 5%.
- the polymer is not greater than about 10% and may be between about 3 to about 10%.
- the mixture may be precipitated to produce the solid MIP. Precipitation may include spin coating or drop casting or formation of nano- or microspheres.
- the MIP solution may be coated onto the prepared polydiacetylene (PDA) reporting structure.
- PDA polyd
- the reporting layer of the sensor may be produced by any standard polymerization methods known to one of skill in the art.
- the production may be started with a diacetylene monomer, for example 10,12-pentacosadienoic acid.
- a solution made with a ratio of approximately 100 mg in approximately 5 mL of solvent may be sonicated and stirred.
- This polymerization solution may be deposited into the membrane test strip and irradiated at approximately 254 nm for approximately 5 minutes.
- the MIP may then be applied to this polymerized reporting layer.
- the MIP could also be formed to incorporate antibodies to molecules that could then be used to detect the antigen that bound to the antibody. Similarly, the MIP could incorporate antigens to permit them to detect antibodies or antibody conjugates.
- FIG. 1 illustrates an embodiment of a simplified molecularly imprinted polymer solution.
- a molecularly imprinted polymer solution 100 may include structural components 102 , 104 dissolved in a solvent 108 .
- the polymer solution 100 may also include one or more target molecules 106 dissolved in the solvent 108 .
- a target molecule 106 may be bonded to the structural component 102 in the polymer solution 100 , also referred to as the MIP solution.
- the interaction between a polymer host and a target molecule in a MIP can involve non-covalent bonding, such as hydrogen bonding, between the polymer host and the target molecule.
- the binding interaction can exploit other electrostatic forces in conjunction with shape recognition, but the interaction between polymer host and the target molecule is not limited to non-covalent forces and can also include ionic and/or covalent chemical bonds between the target molecule and the polymer host.
- the target molecule When the target molecule is removed via extraction or evaporation or by other removal means, it may leave behind a MIP with cavities that are complementary in shape to the target molecule and act as a binding site to the target molecule or similar molecules.
- the MIP films disclosed herein may be capable of rebinding target molecules through subsequent rounds of use when the MIP is regenerated between measurements by removing the target molecule from the MIP before the next use of the MIP film and/or sensor.
- MIPs can be produced by dissolving the polymer or polymer host components, i.e., reporting and structural, and target molecules in a first solvent to form a molecularly imprinted polymer solution.
- the target molecule may form between about 1 and about 30 weight percent of the molecularly imprinted polymer solution. In a preferred embodiment, the target molecule forms between about 2 and about 20 weight percent of the molecularly imprinted polymer solution. In a more preferred embodiment, the target molecule forms between about 2 and about 15 weight percent of the molecularly imprinted polymer solution.
- the molecularly imprinted polymer solution has a molar ratio of from about 10:1 to about 1:1 to about 1:10 of the structural component to the reporting component. In an embodiment, the molecularly imprinted polymer solution is from about 1 to about 30 percent of the target molecule or homolog by weight. In a preferred embodiment of a MIP of the present disclosure, the molecularly imprinted polymer solution may have a molar ratio of from about 5:1 to about 1:1 to about 1:5 of the structural component to the reporting component. In a preferred embodiment, the molecularly imprinted polymer solution is from about 2 to about 20 percent of the target molecule or homolog by weight.
- the molecularly imprinted polymer solution may have a molar ratio of from about 1:1 of the structural component to the reporting component. In a more preferred embodiment, the molecularly imprinted polymer solution is from about 2 to about 10 percent of the target molecule or homolog by weight.
- polymethylmethacrylate is used as the structural component and polydiacetylene is used as the reporting component for the polymer host of a MIP film having 3-methylfuran as the target molecule.
- the first solvent should be suitable for each component of the polymer host and the target molecule.
- polymethylmethacrylate and 3-methylfuran are soluble in dimethylformamide.
- the polymer hosts and solvents can vary for a particular target molecule of interest.
- Non-limiting examples of solvents can include alcohols, dimethylformamide, water, formic acid and chloroform.
- 2 to 10 weight percent of the target molecule may be added in the polymer solution, followed by stirring for about 20 hours to uniformly mix the target molecule in the polymer solution and form the molecularly imprinted polymer solution.
- Stirring times can vary depending on the system, including components such as polymer host and target. Generally, stirring times may range from approximately 5 hours to approximately 24 hours. Other stirring times may be used. In general, when a higher target concentration is used, the sensitivity of the MIP to target detection may increase. However, the MIP's detection or separation for a particular molecule or molecular specificity may be reduced.
- thin films are produced by drop casting onto plastic substrates and allowed to air dry for about 1 hour. The final film can be stored until needed for use to rebind the target.
- FIG. 2A illustrates an exemplary test strip 200 that may include a plastic substrate 202 coated with PDA 208 .
- a portion of the PDA coated plastic substrate may be covered with MIP film 204 .
- a sample solution 206 can be deposited on MIP film 204 and followed by washing sample solution.
- the test strip may change, such as a color from blue to red, to indicate a “Yes” for the presence of the target. Otherwise, if no target molecule binds to the MIP film 204 , there may be no change, such as no color change, which indicates “No” for the presence of the target.
- FIG. 2B illustrates a system with electronic reading of the sensing strips and local alarm plus wireless reporting of the results obtained as described in FIG. 2A .
- the electronic reader may include one or more light emitting diodes 210 or other light sources and one or more detectors 212 to receive light reflected off the MIP.
- One or more filters 214 may admit only light reflected from the blue PDA 216 .
- the PDA due to adsorption of the target into the MIP, changes color to blue, the reflected light signal 218 may diminish and/or disappear and a local alarm 220 may be triggered. Reflected light signal 218 may reflect off MIP 216 and/or PDA 208 .
- a wireless signal 222 may be sent with a notification is sent to a remote location.
- the signal may be sent wirelessly or via any other data network.
- the notification may be one or more of an SMS message, MMS message, email, fax, phone call, etc.
- One or more airflow screens 232 may be provided to allow air into a housing 236 .
- One or more fans 234 may be provided to draw air through the housing 236 .
- both elements 232 and 234 may be screens or fans depending on the desired operation.
- FIG. 3 illustrates an exemplary multi-band test strip 300 .
- the multi-band test strip 300 may include a plastic substrate 302 covered with a reporting PDA layer 304 isolated into five different regions. Each region may have a MIP solution 306 , 308 , 310 , 312 , 314 targeted to a different mVOC deposited onto the PDA reporting polymer. Alternatively, each region may be targeted to the same mVOC as a redundant test. If a particular target is present and is adsorbed by its respective MIP, the adsorption event may trigger a change in the strain of the PDA reporting layer, which may provide a color change to indicate the presence of the target. Otherwise, no color change may occur in each region.
- the senor is passive, because the mVOCs may be adsorbed by the MIP film by exposure. There may be no need for the use of a pump or other moving parts for actively drawing air into the device although an additional embodiment may include, for example, a fan to draw air over the sensor.
- FIG. 4 illustrates a system 401 for sampling for microbial growth behind a wall or other structural feature.
- An inlet 403 may pass through a structural element, such as a wall to sample air behind the structural element.
- the inlet 403 may be passed through a sheetrock wall to sample air behind a finished side of a wall to check for mold or other microbial growth after a flood.
- the inlet 403 may be fluidly connected to a housing 413 .
- the inlet 403 may be an air inlet.
- the housing 413 may contain one or more fans 405 . The one or more fans may draw air through the inlet 403 and/or housing 413 .
- One or more MIP sensors 407 may be located within the housing 413 .
- the housing 413 may at least partially surround the one or more MIP sensors 407 .
- the one or more sensors 407 may be in communication with one or more signal processors 409 for determining the presence or absence of mVOCs based on measurements of the one or more MIP sensors 407 .
- the one or more signal processors 409 may output a result, such as to an indicator 411 .
- the indicator 411 may be one or more LED lights, a display, etc. coupled to the housing 413 . Alternatively, or in addition, the output may be provided to a remote system via a wireless or wired connection for further processing, alerting, reporting, etc.
- Embodiments described herein may fill an unmet need, as there currently exists no passive sensor for the real-time detection of mVOCs. It will be appreciated by those skilled in the art that configuration, shape, and dimensions of the sensor can vary for particular applications.
Abstract
Description
Claims (29)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US14/065,990 US11326197B2 (en) | 2012-10-29 | 2013-10-29 | Molecularly imprinted polymer-based passive sensor |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201261719580P | 2012-10-29 | 2012-10-29 | |
US14/065,990 US11326197B2 (en) | 2012-10-29 | 2013-10-29 | Molecularly imprinted polymer-based passive sensor |
Publications (2)
Publication Number | Publication Date |
---|---|
US20140242601A1 US20140242601A1 (en) | 2014-08-28 |
US11326197B2 true US11326197B2 (en) | 2022-05-10 |
Family
ID=50627987
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US14/065,990 Active 2037-10-25 US11326197B2 (en) | 2012-10-29 | 2013-10-29 | Molecularly imprinted polymer-based passive sensor |
Country Status (2)
Country | Link |
---|---|
US (1) | US11326197B2 (en) |
WO (1) | WO2014070727A1 (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2013056226A1 (en) * | 2011-10-13 | 2013-04-18 | The Trustees Of Dartmouth College | Molecularly imprinted polymer for wine extraction |
US10000598B2 (en) | 2012-10-15 | 2018-06-19 | The Trustees Of Dartmouth College | Methods for preparation of molecularly imprinted polymers for wine extraction |
US11326197B2 (en) | 2012-10-29 | 2022-05-10 | Freshair Sensor, Llc | Molecularly imprinted polymer-based passive sensor |
WO2015130529A2 (en) | 2014-02-25 | 2015-09-03 | Freshair Sensor Corporation | Molecularly imprinted polymer sensors |
US10371610B2 (en) | 2016-02-23 | 2019-08-06 | Noul Co., Ltd. | Contact-type patch, staining method using the same, and manufacturing method thereof |
KR20170099738A (en) * | 2016-02-23 | 2017-09-01 | 노을 주식회사 | Contact-type staining patch and manufacturing method thereof |
US11029295B2 (en) | 2018-10-11 | 2021-06-08 | Tintoria Piana Us, Inc. | Voctron: a low weight portable air sampling device |
Citations (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4314027A (en) | 1980-07-21 | 1982-02-02 | Iowa State University Research Foundation, Inc. | Method of detecting mold toxin infected grains |
US5110833A (en) * | 1989-01-16 | 1992-05-05 | Klaus Mosbach | Preparation of synthetic enzymes and synthetic antibodies and use of the thus prepared enzymes and antibodies |
US5212061A (en) * | 1990-01-22 | 1993-05-18 | Eastman Kodak Company | Direct binding assay for the determination of a bacteroids organism |
US6484560B1 (en) | 2000-11-07 | 2002-11-26 | Agilent Technologies, Inc. | In Situ concentration of an analyte |
US20030129618A1 (en) | 2001-08-10 | 2003-07-10 | Regents Of The University Of California | Sensitive and rapid detection of pathogenic organisms and toxins using fluorescent polymeric lipids |
US6787350B2 (en) | 2002-02-27 | 2004-09-07 | Floyd E. Bigelow, Jr. | System and method for mold detection |
US6798220B1 (en) | 2001-06-27 | 2004-09-28 | Timothy H. Flanigan | Moisture/mold detector |
US20050035868A1 (en) * | 2003-08-05 | 2005-02-17 | Back Denis L. | Recessed detector assembly for detecting and venting airborne substances |
US20060041057A1 (en) * | 2004-08-19 | 2006-02-23 | 3M Innovative Properties Company | Polydiacetylene polymer blends |
US20060041099A1 (en) * | 2004-08-19 | 2006-02-23 | Cernohous Jeffrey J | Polydiacetylene polymer compositions and methods of manufacture |
US7291465B2 (en) | 2004-02-20 | 2007-11-06 | Karaolis David K R | Method for direct detection of fungal pathogens |
WO2008045596A2 (en) | 2006-06-15 | 2008-04-17 | The Trustees Of Dartmouth College | Molecularly imprinted polymer sensor systems and related methods |
US20080286830A1 (en) | 2005-04-19 | 2008-11-20 | Scotter Jennifer M | Analysing Breath Samples for Volatile Organic Compound |
US20090325147A1 (en) | 2008-06-27 | 2009-12-31 | Columbia BioSystems, Inc. | Molecularly imprinted polymers for detecting microorganisms |
US20100068820A1 (en) | 2005-06-22 | 2010-03-18 | Adhesives Research, Inc. | Molecularly imprinted polymer and use thereof in diagnostic devices |
US20100107740A1 (en) * | 2007-03-05 | 2010-05-06 | Centre Scientifique Et Technique Du Batiment (Cstb | Method for detecting fungal contamination |
US20100311181A1 (en) | 2007-09-21 | 2010-12-09 | Abraham Rami H | Assay Reader Insert and Method of Maintaining a Reader |
US20110054132A1 (en) | 2009-08-27 | 2011-03-03 | Alltech, Inc. | Synthetic mycotoxin adsorbents and methods of making and utilizing the same |
WO2011058308A1 (en) | 2009-11-11 | 2011-05-19 | Millipore Corporation | Optical sensor |
US20110143962A1 (en) | 2008-08-04 | 2011-06-16 | Institut Clinident | Method of evaluating oral cancer risk in human |
WO2014070727A1 (en) | 2012-10-29 | 2014-05-08 | Freshair Sensor Corporation | Molecularly imprinted polymer-based passive sensor |
US20150241374A1 (en) | 2014-02-25 | 2015-08-27 | Freshair Sensor Corporation | Molecularly imprinted polymer sensors |
WO2015130529A2 (en) | 2014-02-25 | 2015-09-03 | Freshair Sensor Corporation | Molecularly imprinted polymer sensors |
-
2013
- 2013-10-29 US US14/065,990 patent/US11326197B2/en active Active
- 2013-10-29 WO PCT/US2013/067246 patent/WO2014070727A1/en active Application Filing
Patent Citations (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4314027A (en) | 1980-07-21 | 1982-02-02 | Iowa State University Research Foundation, Inc. | Method of detecting mold toxin infected grains |
US5110833A (en) * | 1989-01-16 | 1992-05-05 | Klaus Mosbach | Preparation of synthetic enzymes and synthetic antibodies and use of the thus prepared enzymes and antibodies |
US5212061A (en) * | 1990-01-22 | 1993-05-18 | Eastman Kodak Company | Direct binding assay for the determination of a bacteroids organism |
US6484560B1 (en) | 2000-11-07 | 2002-11-26 | Agilent Technologies, Inc. | In Situ concentration of an analyte |
US6798220B1 (en) | 2001-06-27 | 2004-09-28 | Timothy H. Flanigan | Moisture/mold detector |
US20030129618A1 (en) | 2001-08-10 | 2003-07-10 | Regents Of The University Of California | Sensitive and rapid detection of pathogenic organisms and toxins using fluorescent polymeric lipids |
US6787350B2 (en) | 2002-02-27 | 2004-09-07 | Floyd E. Bigelow, Jr. | System and method for mold detection |
US20050035868A1 (en) * | 2003-08-05 | 2005-02-17 | Back Denis L. | Recessed detector assembly for detecting and venting airborne substances |
US7291465B2 (en) | 2004-02-20 | 2007-11-06 | Karaolis David K R | Method for direct detection of fungal pathogens |
US20060041057A1 (en) * | 2004-08-19 | 2006-02-23 | 3M Innovative Properties Company | Polydiacetylene polymer blends |
US20060041099A1 (en) * | 2004-08-19 | 2006-02-23 | Cernohous Jeffrey J | Polydiacetylene polymer compositions and methods of manufacture |
US20080286830A1 (en) | 2005-04-19 | 2008-11-20 | Scotter Jennifer M | Analysing Breath Samples for Volatile Organic Compound |
US20100068820A1 (en) | 2005-06-22 | 2010-03-18 | Adhesives Research, Inc. | Molecularly imprinted polymer and use thereof in diagnostic devices |
WO2008045596A2 (en) | 2006-06-15 | 2008-04-17 | The Trustees Of Dartmouth College | Molecularly imprinted polymer sensor systems and related methods |
US20100039124A1 (en) * | 2006-06-15 | 2010-02-18 | The Trustees Of Dartmouth College | Molecularly Imprinted Polymer Sensor Systems And Related Methods |
US20100107740A1 (en) * | 2007-03-05 | 2010-05-06 | Centre Scientifique Et Technique Du Batiment (Cstb | Method for detecting fungal contamination |
US20100311181A1 (en) | 2007-09-21 | 2010-12-09 | Abraham Rami H | Assay Reader Insert and Method of Maintaining a Reader |
US20090325147A1 (en) | 2008-06-27 | 2009-12-31 | Columbia BioSystems, Inc. | Molecularly imprinted polymers for detecting microorganisms |
US20110143962A1 (en) | 2008-08-04 | 2011-06-16 | Institut Clinident | Method of evaluating oral cancer risk in human |
US20110054132A1 (en) | 2009-08-27 | 2011-03-03 | Alltech, Inc. | Synthetic mycotoxin adsorbents and methods of making and utilizing the same |
WO2011058308A1 (en) | 2009-11-11 | 2011-05-19 | Millipore Corporation | Optical sensor |
WO2014070727A1 (en) | 2012-10-29 | 2014-05-08 | Freshair Sensor Corporation | Molecularly imprinted polymer-based passive sensor |
US20150241374A1 (en) | 2014-02-25 | 2015-08-27 | Freshair Sensor Corporation | Molecularly imprinted polymer sensors |
WO2015130529A2 (en) | 2014-02-25 | 2015-09-03 | Freshair Sensor Corporation | Molecularly imprinted polymer sensors |
Non-Patent Citations (8)
Title |
---|
Blanco-Lopez, M.C., Gutierrez-Fernandez, S., Lobo-Castanon, M.J., Miranda-Ordieres, A.J., Tunon-Blanco, P. "Electrochemical sensing with electrodes modified with molecularly imprinted polymer films". Anal. Bioanal. Chem. (2004) 378:1922-1928. * |
Fu et al., Quartz Crystal Microbalance Sensor for Organic Vapor Detection Based on Molecularly Imprinted Polymers,: Anal. Chem., 2003: 75, pp. 5387-5393. |
International Search Report and Written Opinion in corresponding International Application No. PCT/US2013/067246, dated Mar. 20, 2014, 12 pages. |
International Search Report and Written Opinion in corresponding International Application No. PCT/US2015/016373, dated Jul. 21, 2015, 10 pages. |
Meruva et al., "Rapid identification of microbial VOCs from tobacco molds using closed-loop stripping and gas chromatography/time-of-flight mass spectrometry," J Ind Microbiol Biotechnol, 2004: 31, pp. 482-488. |
Moularat et al., "Detection of fungal development in closed spaces through the determination of specific chemical targets," Chemosphere 72, 2008, pp. 224-232. |
U.S. Appl. No. 14/624,813, filed Feb. 18, 2015, Belbruno. |
Yoon et al., "Colorimetric Sensors for Volatile Organic Compounds (VOCs) Based on Conjugated Polymer-Embedded Electrospun Fibers," J. Am. Chem. Soc. 2007: 129, pp. 3038-3039. |
Also Published As
Publication number | Publication date |
---|---|
WO2014070727A1 (en) | 2014-05-08 |
US20140242601A1 (en) | 2014-08-28 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US11326197B2 (en) | Molecularly imprinted polymer-based passive sensor | |
Zupančič et al. | Graphene enabled low‐noise surface chemistry for multiplexed sepsis biomarker detection in whole blood | |
Son et al. | Naked-eye detection of pandemic influenza a (pH1N1) virus by polydiacetylene (PDA)-based paper sensor as a point-of-care diagnostic platform | |
Park et al. | Smartphone-based VOC sensor using colorimetric polydiacetylenes | |
Aydın et al. | A disposable immunosensor using ITO based electrode modified by a star-shaped polymer for analysis of tumor suppressor protein p53 in human serum | |
Li et al. | Rapid quantification of trimethylamine | |
Yang et al. | A virus resonance light scattering sensor based on mussel-inspired molecularly imprinted polymers for high sensitive and high selective detection of Hepatitis A Virus | |
US20230128388A1 (en) | Molecularly imprinted polymer sensors | |
US10809215B2 (en) | Molecularly imprinted polymer sensors | |
Gao et al. | Detection and classification of volatile organic amines and carboxylic acids using arrays of carbon black-dendrimer composite vapor detectors | |
Lin et al. | Preoxidation for colorimetric sensor array detection of VOCs | |
Stringer et al. | Detection of nitroaromatic explosives using a fluorescent-labeled imprinted polymer | |
Hu et al. | Formaldehyde sensors based on nanofibrous polyethyleneimine/bacterial cellulose membranes coated quartz crystal microbalance | |
WO2018009148A1 (en) | A molecularly imprinted polymer sensor | |
Du et al. | Synthesis and evaluation of a new polysiloxane as SAW sensor coatings for DMMP detection | |
Zhao et al. | Conjugated polymer nanoparticles based fluorescent electronic nose for the identification of volatile compounds | |
Pichetsurnthorn et al. | Nanoporous impedemetric biosensor for detection of trace atrazine from water samples | |
Li et al. | Fluorometric determination of ciprofloxacin using molecularly imprinted polymer and polystyrene microparticles doped with europium (III)(DBM) 3 phen | |
WO2013033541A1 (en) | Molecularly imprinted polymer for detecting waterborne target molecules and improving water quality | |
Zhang et al. | Detection of gaseous amines with a fluorescent film based on a perylene bisimide-functionalized copolymer | |
US20150241374A1 (en) | Molecularly imprinted polymer sensors | |
Zhang et al. | Flory–Huggins VOC Photonics Sensor Made of Cellulose Derivatives | |
Lu et al. | Fluorescence sensing of formaldehyde and acetaldehyde based on responsive inverse opal photonic crystals: a multiple-application detection platform | |
Diltemiz et al. | A reflectometric interferometric nanosensor for sarcosine | |
Çakır et al. | Sensitive and selective detection of amitrole based on molecularly imprinted nanosensor |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: FRESHAIR SENSOR CORPORATION, NEW HAMPSHIRE Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:BELBRUNO, JOSEPH J.;REEL/FRAME:031501/0122 Effective date: 20131029 |
|
AS | Assignment |
Owner name: FRESHAIR SENSOR, LLC, NEW HAMPSHIRE Free format text: CHANGE OF NAME;ASSIGNOR:FRESHAIR SENSOR CORPORATION;REEL/FRAME:042346/0795 Effective date: 20151231 |
|
AS | Assignment |
Owner name: FRESHAIR SENSOR, LLC, NEW HAMPSHIRE Free format text: CHANGE OF NAME;ASSIGNOR:FRESHAIR SENSOR CORPORATION;REEL/FRAME:042444/0001 Effective date: 20151231 |
|
STPP | Information on status: patent application and granting procedure in general |
Free format text: NON FINAL ACTION MAILED |
|
STCV | Information on status: appeal procedure |
Free format text: NOTICE OF APPEAL FILED |
|
STCV | Information on status: appeal procedure |
Free format text: APPEAL BRIEF (OR SUPPLEMENTAL BRIEF) ENTERED AND FORWARDED TO EXAMINER |
|
STCV | Information on status: appeal procedure |
Free format text: EXAMINER'S ANSWER TO APPEAL BRIEF MAILED |
|
STCV | Information on status: appeal procedure |
Free format text: ON APPEAL -- AWAITING DECISION BY THE BOARD OF APPEALS |
|
STCV | Information on status: appeal procedure |
Free format text: BOARD OF APPEALS DECISION RENDERED |
|
STPP | Information on status: patent application and granting procedure in general |
Free format text: NON FINAL ACTION MAILED |
|
STPP | Information on status: patent application and granting procedure in general |
Free format text: RESPONSE TO NON-FINAL OFFICE ACTION ENTERED AND FORWARDED TO EXAMINER |
|
STPP | Information on status: patent application and granting procedure in general |
Free format text: NOTICE OF ALLOWANCE MAILED -- APPLICATION RECEIVED IN OFFICE OF PUBLICATIONS |
|
STPP | Information on status: patent application and granting procedure in general |
Free format text: PUBLICATIONS -- ISSUE FEE PAYMENT VERIFIED |
|
STCF | Information on status: patent grant |
Free format text: PATENTED CASE |